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ACS Catalysis
Cerium oxide, Heterogeneous catalysis, Hydration, Substrate
Natl. Acad. Sci. USA 2004, 101, 7897ꢀ7901.
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specificity, Nitrile.
(13) (a) Tamura, M.; Wakasugi, H.; Shimizu, K.ꢀi.; Satsuma, A.,
Chem. Eur. J. 2011, 17, 11428ꢀ11431. (b) Tamura, M.; Satsuma, A.;
Shimizu, K.ꢀi., Catal. Sci. Technol. 2013, 3, 1386ꢀ1393.
(
14) Mitsudome, T.; Mikami, Y.; Mori, H.; Arita, S.; Mizugaki, T.;
AUTHOR INFORMATION
Corresponding Author
Jitsukawa, K.; Kaneda, K., Chem. Commun. 2009, 3258ꢀ3260.
(15) (a) Storm, D. R.; Koshland Jr, D. E., Proc. Natl. Acad. Sci. USA
1970, 66, 445ꢀ452. (b) Storm, D. R.; Koshland Jr, D. E., J. Am. Chem.
Soc. 1972, 94, 5815ꢀ5825. (c) Wallin, G.; Åqvist, J., Proc. Natl. Acad.
Sci. USA 2010, 107, 1888ꢀ1893.
*
*
(
16) (a) Hur, S.; Bruice, T. C., J. Am. Chem. Soc. 2003, 125, 10540ꢀ
Notes
10542. (b) Hur, S.; Bruice, T. C., Proc. Natl. Acad. Sci. USA 2003,
100, 12015ꢀ12020.
(17) (a) Ichikawa, N.; Sato, S.; Takahashi, R.; Sodesawa, T.; Fujita,
H.; Atoguchi, T.; Shiga, A., J. Catal. 2006, 239, 13ꢀ22. (b) Sawabe,
K.; Yoshikawa, Y.; Satsuma, A., Top. Catal. 2014, 57, 1094ꢀ1102. (c)
Li, M.; Wu, Zili, Overbury, S. H., J. Catal. 2013, 306, 164ꢀ176.
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The authors declare no competing financial interest.
ACKNOWLEDGMENT
The present work was (partially) supported by MEXT program
(
18) Tamura, M.; Shimizu, K.ꢀi.; Satsuma, A., Appl. Catal. A 2012,
"Elements Strategy Initiative to Form Core Research Center",
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33-434, 135ꢀ145.
MEXT; Ministry of Education Culture, Sports, Science and
Technology, Japan.
(19) Geometry optimization was also carried out using the initial
structure at which 2ꢀcyanopyridine was located with its pyridine ring
parallel to the ideal CeO surface. After several optimization cycles,
2
NOTES and REFERENCES
pyridine ring of 2ꢀcyanoprydine got up from the surface. Therefore,
there is no adsorption configuration with its ring parallel to the surface.
(20) Alkorta, I. Rozas, J. Elguero, Struct. Chem. 1998, 9, 243ꢀ247.
(21) The adsorption through Npyridine is more preferable, multiple
(
1) (a) Kirby, A. J.; Hollfelder, F., From Enzyme Models to Model
Enzymes; R.S.C. Publishing, Cambridge, 2009. (b) Nanda, V.; Koder,
R. L., Nat. Chem. 2009, 2, 15ꢀ24. (c) Breslow, R., Ed. Artificial
Enzymes; WileyꢀVCH: Weinheim, 2005.
interactions between the substrate and CeO
2
are formed, and the
(
2) (a) Das, S.; Brudvig, G. W.; Crabtree, R. H., Chem. Commun.
distance and position between the reacting atoms (C of CN in 1ꢀ
2
008, 413ꢀ424. (b) Suh, J., Acc. Chem. Res. 2003, 36, 562ꢀ570. (c)
isoquinolinecarbonitrile and O of OH on CeO
(Figure 4).
2
) is closer and favorable
Lee T. Y.; Suh, J., Chem. Soc. Rev. 2009, 38 1949ꢀ1957. (d) Fenger, T.
H.; Bols, M., Chem. Commun. 2010, 46, 7769ꢀ7771. (e) Marinescu, L.
G.; Bols, M., Angew. Chem. Int. Ed. 2006, 45, 4590ꢀ4593. (f)
Maruoka, K.; Saito, S.; Concepcion, A. B.; Yamamoto, H., J. Am.
Chem. Soc. 1993, 115, 1184ꢀ1185. (g) Nakajima, H.; Yasuda, M.;
Takeda, R.; Baba, A., Angew. Chem. Int. Ed. 2012, 51, 3867ꢀ3870.
(22) Giannozzi, P.; Baroni, S.; Bonini, N.; Calandra, M.; Car, R.;
Cavazzoni, C.; Ceresoli, D.; Chiarotti, G. L.; Cococcioni, M.; Dabo,
I.; Corso, A. D.; Gironcoli, S. D.; Fabris, S.; Fratesi, G.; Gebauer, R.;
Gerstmann, U.; Gougoussis, C.; Kokalj, A.; Lazzeri, M.; Martinꢀ
samos, L.; Marzari, N.; Mauri, F.; Mazzarello, R.; Paolini, S.;
Pasquarello, A.; Paulatto, L.; Sbraccia, C.; Scandolo, S.; Sclauzero,
G.; Seitsonen, A. P.; Smogunov, A.; Umari, P.; Wentzcovitch, R. M.,
J. Phys.: Condens. Matter, 2009, 21, 395502–1ꢀ395502–19.
(23) Perdew, J. P.; Burke, K.; Ernzerhof, M., Phys. Rev. Lett. 1996,
77, 3865–3868.
(24) Cococcioni, M.; Gironcoli, S. D., Phys. Rev. B 2005, 71,
035105–1ꢀ035105–16.
(25) Vanderbilt, D., Phys. Rev. B 1990, 41, R7892–R7895.
(26) Monkhorst, H. J.; Pack, J. D., Phys. Rev. B 1976, 13, 5188–
5192.
(
h) Kunishima, M.; Yoshimura, K.; Morigaki, H.; Kawamata, R.;
Terao, K.; Tani, S., J. Am. Chem. Soc. 2001, 123, 10760ꢀ10761. (i)
Wulff, G., Chem. Rev. 2002, 102, 1ꢀ27. (j) Wulff, G.; Liu, J., Acc.
Chem. Res. 2012, 45, 239ꢀ247. (k) Nanda, V.; Koder, R. L., Nature
Chem. 2010, 2, 15ꢀ24. (l) Becker, J. J.; Gagne, M. R., Acc. Chem. Res.
2
004, 37, 798ꢀ804. (m) Yoshizawa, M.; Tamura, M.; Fujita, M.,
Science, 2006, 312, 251ꢀ254. (n) Smejkal, T.; Breit, B., Angew. Chem.
int. Ed. 2008, 47, 311ꢀ315. (o) Sun, X.; Lee, H.; Tan, K. L., Nature
Chem. 2013, 5, 790ꢀ795. (p) Ooe, M.; Murata, M.; Mizugaki, T.;
Ebitani, K.; Kaneda, K.; Nano Lett. 2002, 2, 999ꢀ1002.
(3) (a) Haag, W. O.; Lago, R. M.; Weisz, P. B., Faraday Disc. Chem.
Soc. 1982, 72, 317ꢀ330. (b) Niwa, M.; Kato, M.; Hattori, T.;
Murakami, Y., J. Phys. Chem. 1986, 90, 6233ꢀ6237.
(27) Methfessel, M.; Paxton, A. T., Phys. Rev. B 1989, 40, 3616–
3621.
(28) Momma, K.; Izumi, F., J. Appl. Crystallogr. 2011, 44, 1272ꢀ
1276.
(
4) Yoshinaga, Y.; Seki, K.; Nakato, T.; Okuhara, T., Angew. Chem.
Int. Ed. 1997, 36, 2833ꢀ2835.
(5) Inumaru, K.; Kasahara, T.; Yasui, M.; Yamanaka, S., Chem.
Commun. 2005, 2131ꢀ2133.
(
6) Shiraishi, Y.; Tsukamoto, D.; Hirai, T., Langmuir, 2008, 24,
2658ꢀ12663.
7) (a) Jones, C. W.; Tsuji, K.; Davis, M. E., Nature 1998, 393, 52ꢀ
4. (b) Zapilko, C.; Liang, Y.; Nerdal, W.; Anwander, R., Chem. Eur.
1
5
(
J. 2007, 13, 3169ꢀ3176.
(8) (a) Tada, M.; Iwasawa, Y., Chem. Commun. 2006, 2833ꢀ2844.
(
b) Tada, M.; Sasaki, T.; Iwasawa, Y., Phys. Chem. Chem. Phys.,
002, 4, 4561ꢀ4574. (c) Yang, Y.; Weng, Z.; Muratsugu, S.; Ishiguro,
N.; Ohkoshi, S.ꢀi.; Tada, M., Chem. Eur. J. 2012, 18, 1142ꢀ1153.
9) Katz, A.; Davis, M. E., Nature 2000, 403, 286ꢀ289.
2
(
(10) (a) Lightstone, F. C.; Bruice, T. C., J. Am. Chem. Soc. 1996,
118, 2595ꢀ2605. (b) Herschlag, D; Natarajan, A., Biochemistry 2013,
5
2
2, 2050ꢀ2067. (c) Houck, W. J.; Pollack, R. M., J. Am. Chem. Soc.
003, 125, 10206ꢀ10212. (d) Trobro, S.; Åqvist, J., Proc. Natl. Acad.
Sci. USA 2005, 102, 12395ꢀ12400. (e) Štrajbl, J. V.; Glennon T. M.;
Sham, Y. Y.; Chu, Z. T.; Warshel, A., Proc. Natl. Acad. Sci. USA
2
000, 97, 11899ꢀ11904.
(11) Schroeder, G. K.; Wolfenden, R., Biochemistry 2007, 46, 4037ꢀ
4
044.
7
(
12) Sievers, A.; Beringer, M.; Rodnina, M. V.; Wolfenden, R., Proc.
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